Cheap flights from Chicago to Philadelphia
Cheapest return fare right now: $262Oct 30 – Oct 31 · Southwest Airlines
- Direct flights
- Yes
- Typical flight time
- 2 h 23 min
- Price range seen
- $262 – $284
- Cheapest month (next 3 months)
- October 2026
Best dates
| Dates | Nights | Airline | Stops | From | Price | |
|---|---|---|---|---|---|---|
| Oct 30 – Oct 31 | 1 | Southwest Airlines | 1 | Chicago Midway | $262 | Book → |
| Dec 28 – Jan 3 | 7 | Frontier Airlines | 1 | Chicago Midway | $275 | Book → |
| Oct 15 – Oct 18 | 2 | Frontier Airlines | Direct | Chicago O'Hare | $284 | Book → |
Prices checked on October 13, 2026.
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